From the Paddy O’Keeffe (Bantry Businessman and Antiquarian) papers, Cork Archive Institute:

http://www.corkarchives.ie/collections/#O

Paddy O’Keeffe speculates on the Battle of Kinsale and Carew’s Assault on Dunboy Castle 1602 (Query how this is reconciled with accepted tradition of a journey via Gougan Barra)

There is an oral tradition that O’Sullivan Bere went to the Battle of Kinsale via Ballydehob, and went through Murnane’s lands at Letterlickey on the way. The army went to mass in the old church at Moulivard and on the way back the army went through Scart.

Moulivard:

https://durrushistory.wordpress.com/2011/11/24/devotions-to-father-barnane-28th-june-moulivard-church-durrus/

In relation to the reference to Scart it might be noted that the major McCarthy (Muclagh) Castle at Gearhameen in Durrus was built around 1620. Their Castle before was in Scart on the current McCarthy farm near the main Bantry/Cork road. There is no trace of the Castle now.

As any movement would have been impeded by poor roads it would have made sense to cross Bantry Bay by boat. Until the 1930s a common form of movement to Bantry from Castletown Bere was by streamer